OFF MARKET

Off market aug 2020 for $1.3M

$1,854,719

Est. refi paymentEst. refi $1,913/mo

•

2,825

sq ft

21 Winslow Rd, Winchester, MA 01890

About this home

Welcome home to this beloved neighborhood close to Winchester Center and Wedgemere Station. 2010 kitchen is the heart of the home with island, s/s appliances, dining area, office nook and open staircase to lower level family room. Classic dining room, half bath, living room with fireplace and screen porch complete the first floor. 2nd floor includes master suite with 2 closets, 2 add'l bedrooms and a shared bath redone in 2010. The top floor has a bedroom and an office. Numerous updates (ask for detailed list) include roof, windows, Buderus hot water, electrical, piping and more. Enjoy this fantastic neighborhood and dead end street, close to Wedgemere Station, Ginn Field, Lincoln Elementary and McCall Middle Schools. Winchester is home to top schools, the Middlesex Fells, Wright-Locke Farm and a lively downtown area. NO OPEN HOUSE. Scheduled appointments and qualified buyers only due to COVID19. Virtual tour available.

Single-familyProperty Type

1920Year Built

7,322 sq ftLot Size

$657Est. Price/Sq.Ft.

1 garage spacesParking

Listed by Elizabeth Darby • Berkshire Hathaway HomeServices Commonwealth Real Estate

Bought with Andersen Group Realty • Keller Williams Realty Boston Northwest

Redfin checked: 2 minutes ago

•Source:MLS PIN #72638070

Redfin Estimate

$1,854,719

$525K since sold in August 2020$6,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 24.6% higher than the average sale price ($1.49M) of 6 comparable homes.

SOLD APR 30, 2026
$1,560,000
A
4 beds2.5 baths2,578 sq ft
17 Cranston Rd, Winchester, MA 01890
SOLD AUG 14, 2026
$1,500,000
B
3 beds2 baths2,387 sq ft
14 Rangeley Rdg, Winchester, MA 01890
SOLD AUG 14, 2026
$2,200,000
C
4 beds2.5 baths3,123 sq ft
15 Cabot St, Winchester, MA 01890
SOLD JUL 16, 2026
$1,280,000
D
3 beds2 baths2,192 sq ft
2 Eaton Ct, Winchester, MA 01890
SOLD SEP 18, 2026
$1,035,000
E
4 beds1.5 baths1,777 sq ft
46 Clark St, Winchester, MA 01890
SOLD NOV 20, 2025
$1,355,000
F
4 beds2.5 baths2,865 sq ft
4 Sargent Rd, Winchester, MA 01890

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Earn from this home

Sell

$826,799

Est. take-home

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Refinance

Est. cash available

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Rent

$5,278/mo

Redfin rental estimate

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Market trends in 01890, MA

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.0%

0.9% MoM

Median sale price

$1.7M

$39K MoM

Avg. days on market

21d

3 days MoM

Recently sold homes

7 MoM

New listings for sale

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8 North Gtwy, Winchester, MA 01890
OPEN SUN, 12PM TO 1:30PM
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EARLY ACCESS
$2,150,000
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OPEN SUN, 11AM TO 12:30PM
$1,950,000
5 beds4 baths3,371 sq ft
26 Mayflower Rd, Winchester, MA 01890
OPEN SUN, 11AM TO 12:30PM
$1,195,000
3 beds1.5 baths2,239 sq ft
4 Stone Ave, Winchester, MA 01890
OPEN SUN, 12PM TO 1:30PM
$1,850,000
4 beds2.5 baths3,092 sq ft
1 Overlook Way, Winchester, MA 01890
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See all

Provided by Redfin

Sale history for 21 Winslow Rd

Year

Property tax

Land + Additions

Assessment*

2026

$16,409 (+1.8%)

$871,500 + $609,500

$1,481,000

2025

$16,123 (+8.3%)

$871,500 + $582,300

$1,453,800

2023

$14,883 (+4.2%)

$809,300 + $491,300

$1,300,600

2022

$14,281 (+2.6%)

$653,600 + $488,000

$1,141,600

2021

$13,915 (+6.9%)

$599,200 + $485,400

$1,084,600

2020

$13,013 (+10.5%)

$599,200 + $451,100

$1,050,300

2019

$11,777 (+3.4%)

$521,400 + $451,100

$972,500

2018

$11,395 (+2.1%)

$496,500 + $438,300

$934,800

2017

$11,164 (+6.6%)

$496,500 + $412,600

$909,100

2016

$10,469 (+3.2%)

$496,500 + $399,800

$896,300

2015

$10,145 (+7.0%)

$451,300 + $384,400

$835,700

2014

$9,482 (+0.5%)

$377,400 + $371,600

$749,000

2013

$9,433 (+1.7%)

$377,400 + $361,300

$738,700

2012

$9,271 (+7.0%)

$377,400 + $361,300

$738,700

2011

$8,661 (+12.4%)

$377,400 + $338,400

$715,800

2010

$7,705 (+2.1%)

$384,400 + $285,000

$669,400

2009

$7,544

$384,400 + $285,000

$669,400

Tax history for 21 Winslow Rd

Year

Property tax

Land + Additions

Assessment*

2026

$16,409 (+1.8%)

$871,500 + $609,500

$1,481,000

2025

$16,123 (+8.3%)

$871,500 + $582,300

$1,453,800

2023

$14,883 (+4.2%)

$809,300 + $491,300

$1,300,600

2022

$14,281 (+2.6%)

$653,600 + $488,000

$1,141,600

2021

$13,915 (+6.9%)

$599,200 + $485,400

$1,084,600

2020

$13,013 (+10.5%)

$599,200 + $451,100

$1,050,300

2019

$11,777 (+3.4%)

$521,400 + $451,100

$972,500

2018

$11,395 (+2.1%)

$496,500 + $438,300

$934,800

2017

$11,164 (+6.6%)

$496,500 + $412,600

$909,100

2016

$10,469 (+3.2%)

$496,500 + $399,800

$896,300

2015

$10,145 (+7.0%)

$451,300 + $384,400

$835,700

2014

$9,482 (+0.5%)

$377,400 + $371,600

$749,000

2013

$9,433 (+1.7%)

$377,400 + $361,300

$738,700

2012

$9,271 (+7.0%)

$377,400 + $361,300

$738,700

2011

$8,661 (+12.4%)

$377,400 + $338,400

$715,800

2010

$7,705 (+2.1%)

$384,400 + $285,000

$669,400

2009

$7,544

$384,400 + $285,000

$669,400

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

7,405 Sq. Ft.

Year renovated

—

Sq. Ft.

2,811

Year built

1920

Style

Single Family Residential

County

Middlesex County

APN

2446452S

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 16, 2026.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 1
# of Covered Spaces: 1
Parking Spaces: 4
Parking Features: Detached, Paved Drive

Interior

Master Bedroom Information
Level: Second
Features: Bathroom - 3/4,Walk-In Closet(s),Closet,Flooring - Hardwood

Bedroom #2 Information
Level: Second
Features: Closet,Flooring - Hardwood

Bedroom #3 Information
Level: Second
Features: Closet,Flooring - Hardwood

Bedroom #4 Information
Level: Third
Features: Closet

Bathroom Information
# of Bathrooms (Full): 2
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Living Room Information
Level: First
Features: Flooring - Hardwood

Family Room Information
Level: Basement
Features: Flooring - Wall to Wall Carpet,Recessed Lighting

Dining Room Information
Level: First
Features: Flooring - Hardwood

Kitchen Information
Level: First
Features: Flooring - Hardwood,Dining Area,Countertops - Stone/Granite/Solid,Kitchen Island,Recessed Lighting

Office Room Information
Level: Third
Features: Flooring - Hardwood

Basement Information
Basement: Partially Finished, Interior Entry, Bulkhead

Laundry Information
Laundry Features: Flooring - Vinyl, Electric Dryer Hookup, Washer Hookup, In Basement

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 1
Fireplace Features: Living Room

Interior Features
# of Rooms (Total): 10
Window Features: Screens
Flooring: Wood, Tile, Vinyl, Carpet, Other, Flooring - Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Wall to Wall Carpet
Interior Features: Office, Mud Room, Exercise Room

Exterior

Building Information
Building Area (Total): 2,825
Foundation Details: Concrete Perimeter, Block
Year Built Source: Public Records
Year Built Details: Renovated Since
Color: Sage

Exterior Features
Roof: Shingle
Patio And Porch Features: Screened, Patio
Exterior Features: Porch - Screened, Patio, Rain Gutters, Sprinkler System, Screens

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 0.17

Financial

Tax Information
Tax Annual Amount: $13,013.22
Tax Year: 2020

Utilities

Utility Information
Utilities: for Gas Range, for Electric Oven, for Electric Dryer
Sewer: Public Sewer
Water Source: Public
Electric: Circuit Breakers

Heating & Cooling
Has Heating
Has Cooling
Heating: Baseboard, Electric Baseboard, Steam, Oil, Natural Gas
Cooling: Window Unit(s)

Location

Location Information
Directions: Bacon Street to Winslow Road just 3/10ths of a mile from Wedgemere Train Station MBTA Commuter Rail
UnparsedAddress: 21 Winslow Road, Winchester MA 01890

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Bike Path, T-Station

Public facts

Beds: 4
Baths: 2.5
Sq. Ft.: 2,811
Stories: 2.0
Lot Size: 7,405 square feet
Style: Single Family Residential
Year Built: 1920
Year Renovated: —
County: Middlesex County
APN: 2446452S

Home facts updated by county records on Sep 16, 2026

Other

Miscellaneous Information
Heat Zones: 4

Listing Information
StandardStatus: Closed

Around this home

Schools

Lincoln Elementary School

Public K-5 • Assigned • 0.4mi

9/10

McCall Middle School

Public 6-8 • Assigned • 0.4mi

9/10

Winchester High School

Public 9-12 • Assigned • 0.8mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

5/10 Flood Factor

Estimated 19-29% chance of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 96° expected this year, 15 days in 30 years

6/10 Wind Factor

50% chance of strong winds in next 30 years

3/10 Air Factor

3 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Winchester, MA • 01890

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9.2 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9.2 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.76M – $2.13M

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Home values near 21 Winslow Rd

Data from public records.

Address	Redfin Estimate
31 Winslow Road, Winchester, MA 5 Beds \| 3.5 Baths \| 3356 Sq. Ft.	$1,976,045
24 Winslow Road, Winchester, MA 4 Beds \| 3.5 Baths \| 3677 Sq. Ft.	$1,798,955

Address	Redfin Estimate
29 Winslow Road, Winchester, MA 4 Beds \| 2 Baths \| 2663 Sq. Ft.	$1,568,316
22 Winslow Road, Winchester, MA 3 Beds \| 1.5 Baths \| 2000 Sq. Ft.	$1,463,090

Address	Redfin Estimate
26 Winslow Road, Winchester, MA 4 Beds \| 2.5 Baths \| 3059 Sq. Ft.	$1,751,115
20 Winslow Road, Winchester, MA 4 Beds \| 4 Baths \| 3522 Sq. Ft.	$2,099,302

Property information provided by MLS PIN when last listed in 2020. This data may not match . Learn more.

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